Methanesulfonic acid (Z)-6-(tert-butyl-diphenyl-silanyloxy)-3-methyl-hex-3-enyl ester

Base Information

Chemical Name:Methanesulfonic acid (Z)-6-(tert-butyl-diphenyl-silanyloxy)-3-methyl-hex-3-enyl ester
CAS No.:151805-85-5
Molecular Formula:C₂₄H₃₄O₄SSi
Molecular Weight:446.683
Hs Code.:

Synonyms:Methanesulfonic acid (Z)-6-(tert-butyl-diphenyl-silanyloxy)-3-methyl-hex-3-enyl ester

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Chemical Property of Methanesulfonic acid (Z)-6-(tert-butyl-diphenyl-silanyloxy)-3-methyl-hex-3-enyl ester

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Technology Process of Methanesulfonic acid (Z)-6-(tert-butyl-diphenyl-silanyloxy)-3-methyl-hex-3-enyl ester

There total 2 articles about Methanesulfonic acid (Z)-6-(tert-butyl-diphenyl-silanyloxy)-3-methyl-hex-3-enyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

: 124-63-0
methanesulfonyl chloride

: 150919-50-9
(3Z)-3-methyl-6-tert-butyldiphenylsilyloxy-3-hexen-1-ol

: 151805-85-5
Methanesulfonic acid (Z)-6-(tert-butyl-diphenyl-silanyloxy)-3-methyl-hex-3-enyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1139/v93-153

Reference yield:

: (3E/3Z)-3-methyl-6-tert-butyldiphenylsilyloxy-1-tetrahydropyranyloxy-3-hexene

: 151805-85-5
Methanesulfonic acid (Z)-6-(tert-butyl-diphenyl-silanyloxy)-3-methyl-hex-3-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 355 mg / pyridinium p-toluenesulfonate (PPTS), i-PrOH / 4 h / 80 °C

2: 93 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

With pyridinium p-toluenesulfonate; triethylamine; isopropyl alcohol; In dichloromethane;
DOI:10.1139/v93-153

Reference yield:

: 151805-85-5
Methanesulfonic acid (Z)-6-(tert-butyl-diphenyl-silanyloxy)-3-methyl-hex-3-enyl ester

: 151805-97-9
(5Z,11E,13Z)-15-(tert-Butyl-diphenyl-silanyloxy)-2,9,9-tris-methoxycarbonyl-6,14-dimethyl-pentadeca-5,11,13-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH, 2.) KI / 1.) DMF, THF, 0 deg C, 1 h, 2.) DMF, THF, 70 deg C, 36 h

2: 74 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2.5 h / Ambient temperature

3: 83 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: 1.) NaH / 1.) THF, from 0 deg C to RT, 75 min, 2.) THF, DMF, RT, 15 h

5: 1.) NaH, 2.) KI / 1.) DMF, THF, 0 deg C, 1 h, 2.) DMF, THF, 85 deg C, 16 h

With tetrabutyl ammonium fluoride; sodium hydride; triethylamine; potassium iodide; In tetrahydrofuran; dichloromethane;
DOI:10.1139/v93-153